Exclusive South Main Street Vacation Deals
South Main Street vacation package deals
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Price was CA $719, price is now CA $590 per person
CA $590
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Best Western Plus Berkshire Hills Inn & Suites
Price was CA $748, price is now CA $596 per person
CA $596
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.
Berkshire Mountain Lodge
Price was CA $730, price is now CA $607 per person
CA $607
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
The Yankee Inn
Price was CA $808, price is now CA $679 per person
CA $679
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Price was CA $827, price is now CA $700 per person
CA $700
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions National Shrine of the Divine Mercy and Norman Rockwell Museum are located nearby.
Berkshires Untold
Price was CA $949, price is now CA $822 per person
CA $822
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Top South Main Street hotel deals
Valley Craft Ales
18 N Main St Wilmington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
CA $133 total
Jun 15 - Jun 16
includes taxes & fees
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located nearby.
The White House Inn
178 Route 9 East Wilmington VT
The price is CA $273 per night
CA $273
CA $300 total
Jun 14 - Jun 15
includes taxes & fees
Stay at this hotel in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.
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View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.